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MedKoo Cat#: 584906 | Name: Marein

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Marein is a hypoglycemic from Coreopsis tinctoria.

Chemical Structure

Marein
Marein
CAS#535-96-6

Theoretical Analysis

MedKoo Cat#: 584906

Name: Marein

CAS#: 535-96-6

Chemical Formula: C21H22O11

Exact Mass: 450.1162

Molecular Weight: 450.40

Elemental Analysis: C, 56.00; H, 4.92; O, 39.07

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Marein
IUPAC/Chemical Name
2-Propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(4-(beta-D-glucopyranosyloxy)-2,3-dihydroxyphenyl)-, (E)-
InChi Key
XGEYXJDOVMEJNG-HTFDPZBKSA-N
InChi Code
InChI=1S/C21H22O11/c22-8-15-18(28)19(29)20(30)21(32-15)31-14-6-3-10(16(26)17(14)27)11(23)4-1-9-2-5-12(24)13(25)7-9/h1-7,15,18-22,24-30H,8H2/b4-1+/t15-,18-,19+,20-,21-/m1/s1
SMILES Code
O=C(C1=CC=C(O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)C(O)=C1O)/C=C/C3=CC=C(O)C(O)=C3
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 450.40 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Jiang B, Le L, Liu H, Xu L, He C, Hu K, Peng Y, Xiao P. Marein protects against methylglyoxal-induced apoptosis by activating the AMPK pathway in PC12 cells. Free Radic Res. 2016;50(11):1173-1187. Epub 2016 Sep 6. PubMed PMID: 27596733. 2: Jiang B, Le L, Zhai W, Wan W, Hu K, Yong P, He C, Xu L, Xiao P. Protective effects of marein on high glucose-induced glucose metabolic disorder in HepG2 cells. Phytomedicine. 2016 Aug 15;23(9):891-900. doi: 10.1016/j.phymed.2016.05.004. Epub 2016 May 19. PubMed PMID: 27387397. 3: Yao L, Li J, Li L, Li X, Zhang R, Zhang Y, Mao X. Coreopsis tinctoria Nutt ameliorates high glucose-induced renal fibrosis and inflammation via the TGF-β1/SMADS/AMPK/NF-κB pathways. BMC Complement Altern Med. 2019 Jan 10;19(1):14. doi: 10.1186/s12906-018-2410-7. PubMed PMID: 30630477; PubMed Central PMCID: PMC6327481. 4: Yang EB, Guo YJ, Zhang K, Chen YZ, Mack P. Inhibition of epidermal growth factor receptor tyrosine kinase by chalcone derivatives. Biochim Biophys Acta. 2001 Dec 17;1550(2):144-52. PubMed PMID: 11755203. 5: Dias T, Bronze MR, Houghton PJ, Mota-Filipe H, Paulo A. The flavonoid-rich fraction of Coreopsis tinctoria promotes glucose tolerance regain through pancreatic function recovery in streptozotocin-induced glucose-intolerant rats. J Ethnopharmacol. 2010 Nov 11;132(2):483-90. doi: 10.1016/j.jep.2010.08.048. Epub 2010 Sep 9. PubMed PMID: 20813179. 6: Lam SC, Lam SF, Zhao J, Li SP. Rapid Identification and Comparison of Compounds with Antioxidant Activity in Coreopsis tinctoria Herbal Tea by High-Performance Thin-Layer Chromatography Coupled with DPPH Bioautography and Densitometry. J Food Sci. 2016 Sep;81(9):C2218-23. doi: 10.1111/1750-3841.13402. Epub 2016 Aug 11. PubMed PMID: 27516219. 7: Dias T, Liu B, Jones P, Houghton PJ, Mota-Filipe H, Paulo A. Cytoprotective effect of Coreopsis tinctoria extracts and flavonoids on tBHP and cytokine-induced cell injury in pancreatic MIN6 cells. J Ethnopharmacol. 2012 Jan 31;139(2):485-92. doi: 10.1016/j.jep.2011.11.038. Epub 2011 Nov 28. PubMed PMID: 22143153. 8: Chen LX, Hu DJ, Lam SC, Ge L, Wu D, Zhao J, Long ZR, Yang WJ, Fan B, Li SP. Comparison of antioxidant activities of different parts from snow chrysanthemum (Coreopsis tinctoria Nutt.) and identification of their natural antioxidants using high performance liquid chromatography coupled with diode array detection and mass spectrometry and 2,2'-azinobis(3-ethylbenzthiazoline-sulfonic acid)diammonium salt-based assay. J Chromatogr A. 2016 Jan 8;1428:134-42. doi: 10.1016/j.chroma.2015.10.037. Epub 2015 Oct 19. PubMed PMID: 26521095. 9: Pak S, Marein S, Valencia V, Valencia D, Uhler J, Fershko A. Brain abscesses in a 60-year-old man. Cleve Clin J Med. 2018 Sep;85(9):672-674. doi: 10.3949/ccjm.85a.17130. PubMed PMID: 30192737. 10: Wang W, Chen W, Yang Y, Liu T, Yang H, Xin Z. New phenolic compounds from Coreopsis tinctoria Nutt. and their antioxidant and angiotensin i-converting enzyme inhibitory activities. J Agric Food Chem. 2015 Jan 14;63(1):200-7. PubMed PMID: 25516207. 11: Wang J, Aierken G, Li X, Li L, Mao X. Testing the absorption of the extracts of Coreopsis tinctoria Nutt. in the intestinal canal in rats using an Ussing chamber. J Ethnopharmacol. 2016 Jun 20;186:73-83. doi: 10.1016/j.jep.2016.03.061. Epub 2016 Apr 1. PubMed PMID: 27045866. 12: Yang Y, Sun X, Liu J, Kang L, Chen S, Ma B, Guo B. Quantitative and Qualitative Analysis of Flavonoids and Phenolic Acids in Snow Chrysanthemum (Coreopsis tinctoria Nutt.) by HPLC-DAD and UPLC-ESI-QTOF-MS. Molecules. 2016 Sep 30;21(10). pii: E1307. PubMed PMID: 27706037; PubMed Central PMCID: PMC6272912. 13: Dias T, Mota-Filipe H, Liu B, Jones P, Houghton PJ, Paulo A. Recovery of oral glucose tolerance by Wistar rats after treatment with Coreopsis tinctoria infusion. Phytother Res. 2010 May;24(5):699-705. doi: 10.1002/ptr.2998. PubMed PMID: 19827015. 14: Lam SC, Liu X, Chen XQ, Hu DJ, Zhao J, Long ZR, Fan B, Li SP. Chemical characteristics of different parts of Coreopsis tinctoria in China using microwave-assisted extraction and high-performance liquid chromatography followed by chemometric analysis. J Sep Sci. 2016 Aug;39(15):2919-27. doi: 10.1002/jssc.201600365. PubMed PMID: 27291468. 15: Cheung VW, Xue B, Hernandez-Valladares M, Go MK, Tung A, Aguda AH, Robinson RC, Yew WS. Identification of polyketide inhibitors targeting 3-dehydroquinate dehydratase in the shikimate pathway of Enterococcus faecalis. PLoS One. 2014 Jul 29;9(7):e103598. doi: 10.1371/journal.pone.0103598. eCollection 2014. PubMed PMID: 25072253; PubMed Central PMCID: PMC4114755. 16: Hoffmann B, Hölzl J. New Chalcones from Bidens pilosa. Planta Med. 1988 Feb;54(1):52-4. PubMed PMID: 17265204. 17: Orlikova B, Schnekenburger M, Zloh M, Golais F, Diederich M, Tasdemir D. Natural chalcones as dual inhibitors of HDACs and NF-κB. Oncol Rep. 2012 Sep;28(3):797-805. doi: 10.3892/or.2012.1870. Epub 2012 Jun 15. PubMed PMID: 22710558; PubMed Central PMCID: PMC3583578. 18: Mannino G, Gentile C, Maffei ME. Chemical partitioning and DNA fingerprinting of some pistachio (Pistacia vera L.) varieties of different geographical origin. Phytochemistry. 2019 Apr;160:40-47. doi: 10.1016/j.phytochem.2019.01.010. Epub 2019 Jan 25. PubMed PMID: 30690343. 19: Du D, Yao L, Zhang R, Shi N, Shen Y, Yang X, Zhang X, Jin T, Liu T, Hu L, Xing Z, Criddle DN, Xia Q, Huang W, Sutton R. Protective effects of flavonoids from Coreopsis tinctoria Nutt. on experimental acute pancreatitis via Nrf-2/ARE-mediated antioxidant pathways. J Ethnopharmacol. 2018 Oct 5;224:261-272. doi: 10.1016/j.jep.2018.06.003. Epub 2018 Jun 2. PubMed PMID: 29870787. 20: Alexis F, Basto P, Levy-Nissenbaum E, Radovic-Moreno AF, Zhang L, Pridgen E, Wang AZ, Marein SL, Westerhof K, Molnar LK, Farokhzad OC. HER-2-targeted nanoparticle-affibody bioconjugates for cancer therapy. ChemMedChem. 2008 Dec;3(12):1839-43. doi: 10.1002/cmdc.200800122. PubMed PMID: 19012296; PubMed Central PMCID: PMC3515656.